CS Panoxyl Stiefel I: GB: Acnezide Galderma Acnidazil Janssen-Ci1ag- comb.. Nericur Schenng Panoxyl Stiefel Quinoderm Quinoderm- comb.. Benzomix Savoma Fatroxid Fatro Reloxyl Rdc USA: B
Trang 1Bcnzphetamine B 21 1
F : Cutacnyl (Galderma)
Eclaran (Pierre Fabre)
EffacnC (Roche-Posay)
Pannogel (Labs CS)
Panoxyl (Stiefel) I:
GB: Acnezide (Galderma)
Acnidazil (Janssen-Ci1ag)-
comb
Benzamycin (Biog1an)-
comb
Nericur (Schenng)
Panoxyl (Stiefel)
Quinoderm (Quinoderm)- comb
Quinoped (Quinoderm)- comb
Acnidazil (Fisons ' 1talchimici)-comb
Benoxid (Brocades) Benzac (Galderma) Benioil Peros (Formulario Naz.)
Benzomix (Savoma) Fatroxid (Fatro) Reloxyl (Rdc)
USA: Benzac (Galderma) Benzagel (Dermik) Benzamycin (Dermik) Bcnzashave (Medicis) Brevoxyl (Stiefel) Desquam-E (Westwood- Squibb)
Desquam-X (Westwood- Squibb)
PanOxyl (S tiefel) Triaz (Medicis) Vanoxide-HC (Dermik)
RN: 156-08-1 MF: C,,H,,N MW: 239.36
LDSO: 227 mglkg (M, p.0.);
160 mglkg (R, p.0.)
CN: (+)-N,a-dimethyl-N-(phenylmethyl)benzeneethanamine
hydrochloride
RN: 541 1-22-3 MF: C,,H,,N HCI MW: 275.82 EINECS: 226-489-2
Reference(s):
US 2 789 138 (Upjohn; 1957; prior 1952)
(+)-deaxyephedrine benzyl chloride
Formulation(s): tabl 25 mg, 50 mg
Benzphetarnine
Trade Name(s):
F : Inapelyl (Upjohn); wfm GB: Didrex (Upjohn); wfm
Use: anti-emelic, tranquilizer RN: 63-12-7 MF: C22H32N20S MW: 404.51
CN: 2-(acety1oxy)-N,N-diethyl- 1,3,4,6,7, I1 b-hexahydro-9,1O-dimcthoxy-2H-benzo[n]quinolizine-3-
carboxamide
2-(3,4-dimethoxy- diethyl rnalonote ethyl N-(3,4-dimethoxy-
Trang 2212 B Benzquinamide
ethyl 3.4-dihydro-6.7-di-
methaxy-1 -isoquinoline-
acetate
ethyl 1,2.3,4-tetrahydro- 6,7-dirnethoxy-1- isoquinolineocetate (11)
ethyl ocrylate ethyl 1-ethoxycorbonylrnethyl-
1,2,3.4-tetrahydro-6,7-dimethoxy-
ethyl 1.3.4.6.7.1 1 b-hexohydm- N.N-diethyl-1.3.4.6.7,ll b-hexahydro-9.10
dimethoxy-2-0x0-2H- 9,lO-dimethaxy-2-0x0-2H-
benzo[o]quinalizine- 3-corboxylote benzo[a]quinolizine-3-corboxamide (N)
H2 Roney -Ni
- _+
benzo[a]quinolizine-3-corboxornide (V)
acetic anhydride / Benquinornide
I
Rejierence(s):
US 3 053 845 (Pfizer; appl 29.8.1961)
US 3 055 894 (Pfizer; appl 9.3.1960)
BE 621 895 (Pfizer; appl 29.8.1962; USA-prior 9.3.1960,29.8.1961)
DE 1 303 628 (Pfizcr; appl 30.5.1962; USA-prior 29.8.1961.6.9.1961)
starting material:
Brossi, A eta].: Helv Chim Acta (HCACAV) 41, 119 (1958)
Trang 3Benzthiazide B 213
Trade Name(s):
D: Promecon (Endopharm) Promecon (Searle) USA: Emete-Con (Roerig)
Benzthiazide
(Benzothiazide; Benztiazide)
ATC: C03 Use: diuretic, antihypertensive
RN: 91-33-8 MF: C,5H,4C1N304S3 MW: 431.95 EINECS: 202-061-0
LD,,: 410mg/kg(M, i.v.); >5 glkg (M, p.0.);
422 mglkg (R, i.v.); >10 glkg (R, p.0.);
>5 gtkg (dog, p.0.)
CN: 6-chloro-3-[[(phenylmethyl)thio]methyl]-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,l-dioxide
5-chloro-2.4-diomino- chloro- 7-ominonulfonyl-6-chloro-3-(chlo;omethyl)-
sulfonylaniline acetaldehyde 2H-1.2.4-benzothiadiozine 1.1-dioxide (I)
Formulation(s): cps 25 mg
benzyl
Trade Name(s):
D: Sali-Raufuncton (Minden)- Tensimic (Roussel); wfm Regulon (Yamanouchi) comb.; wfm GB: Dytide (Pharmark)-comb
F: Diteriam (Roussel)-comb with triamterene
with triamterene; wfm J: Fovane (Taito Pfizer)
Benzthiozide
Benzydamine
mercapton
ATC: AOlAD02; G02CC03; MOlAX07; M02AA05; M02AX
Use: analgesic, antipyretic, anti- inflammatory
RN: 642-72-8 MF: C,,H,,N,O MW: 309.41 EINECS: 211-388-8
LD,: 25 mg/kg (M, i.v.); 460 mglkg (M, p.0.);
950 mglkg (R, p.0.)
CN: N,N-dimethyl-3-[[l-(phenylmethyl)-1H-indazol-3-yl]oxy]-l-propanamine
monohydrochloride
RN: 132-69-4 MF: C,,H2,N3O HCl MW: 345.87 EINECS: 205-076-0
LD,,,: 33 mg/kg (M, i.v.); 440 mglkg (M, p.0.);
43.5 mg/kg (R, i.v.); 740 mglkg (R, p.0.)
Trang 42 1 4 B Benzyl alcohol
1 HCI NoN02 2.NoHS03
0
methyl benzyl
onthronilate chloride
1 NoOCH3
2 C I - N ~ ~ ~ ~
CH3
I
1 sodium methylote
2 3-dimethylomino-
propyl chloride
methyl 2-benzyl- ominobenzaote
Benzydomine
1 -benzyl-3-hydroxy-
1 H-indozole (I)
1 382 855 (Angelini Francesco; appl 21.2.1964; I-prior 9.8.1963)
Formulation(s): amp 25 mg; cps 50 mg; cream 30 mg; drg 50 mg; drops 50 mg; liquid 1.5 mg;
powder 500 mg (as hydrochloride)
Trade Narne(s):
D: Tantum (Solvay
Arzneimittel)
F: Opalgyne (Innothtra)
GB: Difflam (3M; as
hydrochloride)
I: Afloben (Esseti)
Berzirin (Fater)
Ginesal (Farmigea) J:
Leucorsan (Zil1iken)-comb
Multum (Lampugnani) Benzyrin (Yoshitomi)
Tantum Biotic (Ange1ini)- Epirotin (Nakataki) comb with tetracycline Lilizin (Beppu) Verax (Tosi-Novara) Riripen (Daiichi) numerous combination Salyzoron (Hishiyama)
Ant01 (Seiko Eiyo) Benzidan (Nikken)
(Alcoholum benzylicum; Phenylcarbinolum) Use: disinfectant, local anesthetic RN: 100-51-6 MF: C,H,O MW: 108.14 EINECS: 202-859-9
LD,,: 324 mglkg (M, i.v.j; 1360 mglkg (M, p.0.);
53 m g k g (R, i.v.); 1230 m g k g (R, p.0.)
CN: benzenemethanol
benzyl
chloride
Benzyl olcohol
L
Reference(s):
Ullmanns Encykl Tech Chem., 4 Aufl., Vol 8,437
Formulation(s): amp 1 %, 2 %; cream 1 %; sol 1 g1100 g
Trang 5Benzyl benzoate B 2 15
Trade Name(s):
D: Spitacid (Henke1)-comb GB: Pabrinex (Link)-comb Foille (Delalande Isnardi) numerous combination Sudocrem (Tosara)-comb comb
preparations I: Borocaina (Schiapparelli)
Benzyl benzoate
(Benzoesaurebenzylester)
ATC: P03AXOl Use: scabicide, pharmaceutic agent RN: 120-51-4 MF: CI4Hl2O2 MW: 212.25 EINECS: 204-402-9
LD,,,: 1400 yUkg (M, p.0.);
1700 yL1kg (R, p.0.);
>22440 mglkg (dog, p.0.)
CN: benzoic acid phenylmethyl ester
benzooie chloride
I Benzyl benzooie I
Rejerence(s):
Tharp, I.D et al.: Ind Eng Chem (IECHAD) 39, 1300 (1947)
Formulation(s): emulsion 250 mg
Trade Name(s):
D: Acarosan (Allergopharma) Anusol HC (Warner- I: Antiscabbia Candioli a1 Antiscabiosum Mago KG Lambert)-comb D.D.T terap (Candio1i)-
Davis)-comb
Benzyl mustard oil
(Oleum tropaeoli)
ATC: SOlAA Use: antibiotic
RN: 622-78-6 MF: C,H,NS MW: 149.22 EINECS: 210-753-9
LD,,,: 150 mg/kg (M, s.c.)
CN: (isothiocyanatomethy1)benzene
bemylomine omrnonium N-benzylthioureo
hydrachloride rhodonide
Rejerence(s):
Ullmams Encykl Tech Chem., 4 Aufl., Vol 23, 156
Trang 6216 B Benzylpenicillin
Trade Name(s):
D: Soledurn (Cassella-rned)-
comb
Benz ylpenicillin
(Penicillin G)
ATC: JOlCE01; JOlHA; SOlAA14 Use: antibiotic
RN: 61-33-6 MF: C,,H,,N2O4S MW: 334.40 EINECS: 200-506-3
LD,,: 329 mglkg (M, i.v.); >5 &/kg (M, p.0.);
8 glkg (R, p.0.)
CN: [2S-(2a,Sa,6~)]-3,3-dirnethyl-7-oxo-6-[(phenylacetyl)arnino]-4-thia-l-azabicyclo[3.2.0]heptane-2-
carboxylic acid
monosodium salt
RN: 69-57-8 MF: C,,H,,N,NaO,S MW 356.38 EINECS: 200-7 10-2
LD,,: 1500 rngkg (M, i.v.); >4 glkg (M, p.0.);
3020 m g k g (R, i.v.); 6916 rnglkg (R, p.0.)
monopotassium salt
RN: 113-98-4 MF: C,,H,,KN,04S MW: 372.49 EINECS: 204-038-0
LD,,: 240 rnglkg (M, i.v.); 6257 m g k g (M, p.0.);
243 mglkg (R, i.v.1; 8900 m g k g (R, p.0.)
COOH
Benzylpenicillin
From fermentation solutions of Penicillium notatum Westling or Penicillium chrysogenum Thorn by addition of
phenylacetic acid as precursor
Reference(s):
Ehrhart, Ruschig IV, 286 ff
Formulation(s): eft' tabl 653.6 rng; f c tabl 392.2 me, 653.6 rng, 982.32 rng; lyo for syrup 1986.59 mg Trade Name(s):
D: Megacillin (Griinentha1)-
comb
Penicillin Heyl (Heyl)
Prevecillin (Griinentha1)-
(clemizol-penicillin)
Tardocillin (Bayer)-
(benzathine-
benzylpenicillin)
F: Biclinocilline (Sanofi
Winthrop)-comb
Extencilline (Specia)-
(benzathine-
benzylpenicillin)
Penicilline G Diarnant (Roussel Diarnant) GB: Bicillin (Yamanouchi)- comb with procaine penicillin G Crystapen (Britannia) I: Benzil (Formulario Naz.) Penicillina Icar
(SrnithKline Beecham) Penicillina Sod Farm (Farrnitalia) Penicillina Squibb (Bristol- Myers Squibb)
J: Bicillin G (Wyeth-Banyo) USA: Bicillin (Wyeth-Ayerst) (benzathine-
benzylpenicillin) Pen (Wyeth-Ayerst)- (penicillin V potassium) Pfizerpen G (Pfizer)- (penicillin G potassium) Sugracillin (Upjohn) Wycillin (Wyeth-Ayerst) (procaine-benzylpenicillin)
Trang 7Bephenium hydroxynaphthoate B 2 17
Use: anthelmintic RN: 3818-50-6 MF: C17H22N0 CllH703 MW: 443.54 EINECS: 223-306-8
CN: N,N-dimethyl-N-(2-phenoxyethyl)benzenemethanamium 3-hydroxy-2-naphthoate (1:l)
sodium 2-(dimethylomino)- N-(2-phenoxyethy1)-
phenolate ethyl chloride dimethylomine
Reference(s):
US 2 918 401 (Rorroughs Wellcome; 22.12.1959; GB-prior 29.3.1956)
DE 1 117 600 (Wellcome Found.; appl 21.3.1957; GB-prior 29.3.1956, ,24.1.1957)
bephenium chloride (I) sodium 3-hydmxy-
Formulation(s): gran 2.5 g, 4.33 g; powder 5 g
Bephenium hydroxynophthoote
Trade Namefs):
2 - n o ~ h t h o o t e
D: Alcopar (Wellcome); wfm J: Alcopar-P (Wellcome- USA: Alcopara (Borroughs
GB: Alcopar (Wellcome); wIm
Use: calcium channel blocker, antianginal RN: 64706-54-3 MF: C2,H3,N20 MW: 366.55 EINECS: 256-384-7
LD,: 1955 mgkg (M, p.0.); 23,s mgtkg (M, i.v.)
CN: a-[(2-methylpropoxy)methyl]-N-phenyl-N-(phenylmethyl)-l-pyrrolidineethanamine
monohydrochloride
RN: 68099-86-5 MF: C24H,4N20 HCl MW: 403.01 EINECS: 268-472-2
monohydrochloride monohydrate
RN: 74764-40-2 MF: C2,H,,N20 HCI H,O MW: 421.03
LDsn: 23.5 mglkg (M, i.v.); 1955 mg/kg (M, p.0.);
>21.3 mg/kg (R, i.v.); 6850 mg/kg (R, p.0.)
(+)-form
RN: 110143-74-3 MF: C2,H,,N20 MW: 366.55
(-)-form
RN: 110143-75-4 MF: C2,H3,N20 MW: 366.55
(*)-form
RN: 89035-90-5 MF: C2,H3,N,0 MW: 366.55
Trang 8218 B Betacarotene
epichloro- isobutonol glycide isobutyl ether 1 -(2-hydroxy-3-iso-
SOCIZ CHCI3
I
thionyl
Reference(s):
DOS 2 3 10 918 (CERM; appl 5.3.1973; F-prior 6.3.1972)
DE 2 802 864 (CERM; ap& 13.1.1978; F-prior 25.1.1977)
US 3 962 238 (CERM; 8.6.1976; appl 27.2.1973; F-prior 6.3.1972)
GB 1 377 327 (CERM; appl 27.2.1973; F-prior 6.3.1972)
GB 1 595 031 (CERM; appl 13.1.1978; F-prior 25.1.1977)
Formulation(s): tabl 100 mg
Trade Narne(s):
F: Cordium (Riom; 1981) J: Bepricor (Nippon Organon; USA: Vascor (Ortho-McNeil; as
Sankyo; as hydrochloride hydrochloride) hydrate)
Betacarotene
@-Carotene; Betacarotin; p-Carotin)
ATC: D02BBO1 Use: provitamin A
RN: 7235-40-7 MF; C4&, MW: 536.89 EINECS: 230-636-6
CN: (all-E)-l,l'-(3,7,12,16-tetramethyl-l,3,5,7,9,11,13,15,17-octadecanonaene- 1,18-diyl)bis[2,6,6- trimethylcyclohexene]
1 Roche:
"oldehyde C,," triethyl
Trang 9Betacarotene B 219
ethyl vinyl
ether
ethyl 1 -propenyl
ether
H,C CH CH CH, BrMg-C=C-MgBr
H 3 P 4 , dbxane H 2 0 wCHO (from H C r C H and C,Hs-UpBr)
-CH, acetylenebis(mognesium bromide)
Hz, Pd-Pb
H3 Lindlar catalyst 15-dehydro-@-carotene (VI)
80-100 "C in petraleum ether
15-cis-@-carotene (VII)
Trang 10220 B Betacarotene
2 BASF:
retinol (VIII) triphenyl-
(4 v.) phosphine
CH, C H , ~ ~ ~ CH3
retinal
1.4-dibromo- trimethyl
2-butene phosphite
tetramethyl 2-butene-
1 -4-diylbisphosphonate
HsC-0
1 sodium methylate
2 rnethylglyoxal diethyl ocetol
OHC -HO + ydr, + F I
CH3 -
(all-E)-2.7-dirnethyl-2.4.6- triphenylphosphinylide
octotrienediol (XI) from vinyl-8-ionol
(cf retinol synthesis)
3 Rhone-Poulenc:
sodium retinyl phenyl sulfone (XII)